BRPI0313639B1 - constituinte de catalisador, seu catalisador para polimerização ou copolimerização de alfa-olefina, método para polimerizar alfa-olefina, e método para produzir copolímeros em blocos ou aleatórios da alfa-olefina - Google Patents
constituinte de catalisador, seu catalisador para polimerização ou copolimerização de alfa-olefina, método para polimerizar alfa-olefina, e método para produzir copolímeros em blocos ou aleatórios da alfa-olefina Download PDFInfo
- Publication number
- BRPI0313639B1 BRPI0313639B1 BRPI0313639A BR0313639A BRPI0313639B1 BR PI0313639 B1 BRPI0313639 B1 BR PI0313639B1 BR PI0313639 A BRPI0313639 A BR PI0313639A BR 0313639 A BR0313639 A BR 0313639A BR PI0313639 B1 BRPI0313639 B1 BR PI0313639B1
- Authority
- BR
- Brazil
- Prior art keywords
- catalyst
- constituent
- silane
- olefin
- polymerization
- Prior art date
Links
- 239000000470 constituent Substances 0.000 title claims abstract description 328
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 175
- 239000003054 catalyst Substances 0.000 title claims abstract description 169
- 239000004711 α-olefin Substances 0.000 title claims abstract description 151
- 238000000034 method Methods 0.000 title claims abstract description 92
- 238000007334 copolymerization reaction Methods 0.000 title claims abstract description 54
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 40
- 230000000379 polymerizing effect Effects 0.000 title claims abstract 7
- 229920001400 block copolymer Polymers 0.000 title claims description 16
- 229920005604 random copolymer Polymers 0.000 title claims 2
- 239000001257 hydrogen Substances 0.000 claims abstract description 87
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 87
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 81
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 37
- -1 diethylamino-n-propoxy silane Chemical compound 0.000 claims description 331
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 112
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 104
- 229910000077 silane Inorganic materials 0.000 claims description 79
- 239000011949 solid catalyst Substances 0.000 claims description 64
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 57
- 150000002430 hydrocarbons Chemical group 0.000 claims description 32
- 150000002899 organoaluminium compounds Chemical class 0.000 claims description 32
- 229910052719 titanium Inorganic materials 0.000 claims description 31
- 239000010936 titanium Substances 0.000 claims description 31
- 239000007789 gas Substances 0.000 claims description 27
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 25
- 239000005977 Ethylene Substances 0.000 claims description 24
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 24
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 23
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 19
- 239000000178 monomer Substances 0.000 claims description 15
- 239000011777 magnesium Substances 0.000 claims description 14
- 229910052749 magnesium Inorganic materials 0.000 claims description 14
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- FDYPWIDITZJTAI-UHFFFAOYSA-N n-ethyl-n-trimethoxysilylethanamine Chemical compound CCN(CC)[Si](OC)(OC)OC FDYPWIDITZJTAI-UHFFFAOYSA-N 0.000 claims description 2
- 230000002779 inactivation Effects 0.000 claims 1
- QLXYCGCVGODGGB-UHFFFAOYSA-N n-methyl-n-triethoxysilylmethanamine Chemical compound CCO[Si](OCC)(OCC)N(C)C QLXYCGCVGODGGB-UHFFFAOYSA-N 0.000 claims 1
- 229920000642 polymer Polymers 0.000 abstract description 48
- 229920001577 copolymer Polymers 0.000 abstract description 28
- 125000003277 amino group Chemical group 0.000 abstract description 15
- 125000004122 cyclic group Chemical group 0.000 abstract description 8
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 4
- YQGOWXYZDLJBFL-UHFFFAOYSA-N dimethoxysilane Chemical compound CO[SiH2]OC YQGOWXYZDLJBFL-UHFFFAOYSA-N 0.000 description 89
- 150000003961 organosilicon compounds Chemical class 0.000 description 73
- 230000000052 comparative effect Effects 0.000 description 70
- 239000000047 product Substances 0.000 description 62
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 60
- 238000006243 chemical reaction Methods 0.000 description 56
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 50
- 150000001875 compounds Chemical class 0.000 description 49
- 239000000243 solution Substances 0.000 description 40
- 229920000098 polyolefin Polymers 0.000 description 39
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 33
- 229910052757 nitrogen Inorganic materials 0.000 description 32
- 238000003756 stirring Methods 0.000 description 30
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 24
- 229920001155 polypropylene Polymers 0.000 description 24
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 22
- 238000009826 distribution Methods 0.000 description 22
- 238000002474 experimental method Methods 0.000 description 22
- 239000007788 liquid Substances 0.000 description 22
- 239000002685 polymerization catalyst Substances 0.000 description 22
- 238000003786 synthesis reaction Methods 0.000 description 22
- NENLYAQPNATJSU-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline Chemical group C1NCCC2CCCCC21 NENLYAQPNATJSU-UHFFFAOYSA-N 0.000 description 21
- 230000015572 biosynthetic process Effects 0.000 description 21
- 238000009835 boiling Methods 0.000 description 21
- 239000004743 Polypropylene Substances 0.000 description 18
- 239000007787 solid Substances 0.000 description 18
- POTIYWUALSJREP-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7,8,8a-decahydroquinoline Chemical group N1CCCC2CCCCC21 POTIYWUALSJREP-UHFFFAOYSA-N 0.000 description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 17
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 17
- 239000007818 Grignard reagent Substances 0.000 description 16
- 238000001816 cooling Methods 0.000 description 16
- 229920001971 elastomer Polymers 0.000 description 16
- 238000004817 gas chromatography Methods 0.000 description 16
- 150000004795 grignard reagents Chemical class 0.000 description 16
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 15
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 15
- 239000002904 solvent Substances 0.000 description 15
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 15
- 235000001055 magnesium Nutrition 0.000 description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 14
- BFAVYBLLBHZXQN-UHFFFAOYSA-N CO[SiH2]OC.C1CCC2CNCCC2C1.C1CCC2CNCCC2C1 Chemical compound CO[SiH2]OC.C1CCC2CNCCC2C1.C1CCC2CNCCC2C1 BFAVYBLLBHZXQN-UHFFFAOYSA-N 0.000 description 13
- 229920005676 ethylene-propylene block copolymer Polymers 0.000 description 13
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 13
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 13
- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical group C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 description 12
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 12
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 12
- LBUJPTNKIBCYBY-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinoline Chemical group C1=CC=C2CCCNC2=C1 LBUJPTNKIBCYBY-UHFFFAOYSA-N 0.000 description 11
- 238000012662 bulk polymerization Methods 0.000 description 11
- 239000000463 material Substances 0.000 description 11
- 239000002002 slurry Substances 0.000 description 11
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 10
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 10
- KOFGHHIZTRGVAF-UHFFFAOYSA-N n-ethyl-n-triethoxysilylethanamine Chemical compound CCO[Si](OCC)(OCC)N(CC)CC KOFGHHIZTRGVAF-UHFFFAOYSA-N 0.000 description 10
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 10
- 238000001308 synthesis method Methods 0.000 description 10
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 9
- 238000004458 analytical method Methods 0.000 description 9
- 150000002148 esters Chemical class 0.000 description 9
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 9
- 159000000003 magnesium salts Chemical class 0.000 description 9
- 238000002844 melting Methods 0.000 description 9
- 230000008018 melting Effects 0.000 description 9
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 description 9
- 238000012661 block copolymerization Methods 0.000 description 8
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 8
- LIWAQLJGPBVORC-UHFFFAOYSA-N ethylmethylamine Chemical compound CCNC LIWAQLJGPBVORC-UHFFFAOYSA-N 0.000 description 8
- 238000001914 filtration Methods 0.000 description 8
- 238000012685 gas phase polymerization Methods 0.000 description 8
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 8
- 238000000465 moulding Methods 0.000 description 8
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 8
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 8
- 125000003367 polycyclic group Chemical group 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 229910001220 stainless steel Inorganic materials 0.000 description 8
- 239000010935 stainless steel Substances 0.000 description 8
- 125000005265 dialkylamine group Chemical group 0.000 description 7
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 7
- 229910003002 lithium salt Inorganic materials 0.000 description 7
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 7
- GVWISOJSERXQBM-UHFFFAOYSA-N n-methylpropan-1-amine Chemical compound CCCNC GVWISOJSERXQBM-UHFFFAOYSA-N 0.000 description 7
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 7
- 229920006395 saturated elastomer Polymers 0.000 description 7
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 6
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 6
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 238000001819 mass spectrum Methods 0.000 description 6
- XCVNDBIXFPGMIW-UHFFFAOYSA-N n-ethylpropan-1-amine Chemical compound CCCNCC XCVNDBIXFPGMIW-UHFFFAOYSA-N 0.000 description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000010189 synthetic method Methods 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 239000012986 chain transfer agent Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 230000006735 deficit Effects 0.000 description 5
- 150000005690 diesters Chemical class 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 159000000002 lithium salts Chemical class 0.000 description 5
- 239000000155 melt Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 4
- 238000013019 agitation Methods 0.000 description 4
- 125000001309 chloro group Chemical group Cl* 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 4
- 230000003247 decreasing effect Effects 0.000 description 4
- JWCYDYZLEAQGJJ-UHFFFAOYSA-N dicyclopentyl(dimethoxy)silane Chemical compound C1CCCC1[Si](OC)(OC)C1CCCC1 JWCYDYZLEAQGJJ-UHFFFAOYSA-N 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- 239000011152 fibreglass Substances 0.000 description 4
- 230000036512 infertility Effects 0.000 description 4
- 239000011256 inorganic filler Substances 0.000 description 4
- 238000004898 kneading Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
- 239000012766 organic filler Substances 0.000 description 4
- KJIFKLIQANRMOU-UHFFFAOYSA-N oxidanium;4-methylbenzenesulfonate Chemical compound O.CC1=CC=C(S(O)(=O)=O)C=C1 KJIFKLIQANRMOU-UHFFFAOYSA-N 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 230000037048 polymerization activity Effects 0.000 description 4
- 230000009257 reactivity Effects 0.000 description 4
- 230000002787 reinforcement Effects 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 4
- 239000000454 talc Substances 0.000 description 4
- 229910052623 talc Inorganic materials 0.000 description 4
- 229940035339 tri-chlor Drugs 0.000 description 4
- FWHLFNQVKFKIQI-UHFFFAOYSA-N C(C)O[SiH](OCC)OCC.C1NCCC2=CC=CC=C12 Chemical compound C(C)O[SiH](OCC)OCC.C1NCCC2=CC=CC=C12 FWHLFNQVKFKIQI-UHFFFAOYSA-N 0.000 description 3
- BVFDSMXHVOGRTR-UHFFFAOYSA-N C(C)O[SiH](OCC)OCC.C1NCCC2CCCCC12 Chemical compound C(C)O[SiH](OCC)OCC.C1NCCC2CCCCC12 BVFDSMXHVOGRTR-UHFFFAOYSA-N 0.000 description 3
- UAATXWIQEJBBPA-UHFFFAOYSA-N CO[SiH2]OC.C(C)C1NCCC2CCCCC12 Chemical compound CO[SiH2]OC.C(C)C1NCCC2CCCCC12 UAATXWIQEJBBPA-UHFFFAOYSA-N 0.000 description 3
- UCWVQRQEWBZFDI-UHFFFAOYSA-N CO[SiH2]OC.C1NCCC2CCCCC12 Chemical compound CO[SiH2]OC.C1NCCC2CCCCC12 UCWVQRQEWBZFDI-UHFFFAOYSA-N 0.000 description 3
- PZXDONDQFQRDPA-UHFFFAOYSA-N CO[SiH2]OC.CC(C)C1NCCC2CCCCC12 Chemical compound CO[SiH2]OC.CC(C)C1NCCC2CCCCC12 PZXDONDQFQRDPA-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- ORKBAOAODNYITG-UHFFFAOYSA-N [Li].C1NCCC2CCCCC12 Chemical compound [Li].C1NCCC2CCCCC12 ORKBAOAODNYITG-UHFFFAOYSA-N 0.000 description 3
- 125000005234 alkyl aluminium group Chemical group 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 150000001721 carbon Chemical group 0.000 description 3
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 3
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 3
- 150000002681 magnesium compounds Chemical class 0.000 description 3
- KRTCPMDBLDWJQY-UHFFFAOYSA-M magnesium;ethanolate;chloride Chemical compound [Mg+2].[Cl-].CC[O-] KRTCPMDBLDWJQY-UHFFFAOYSA-M 0.000 description 3
- 239000011259 mixed solution Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 125000002370 organoaluminium group Chemical group 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 150000003335 secondary amines Chemical class 0.000 description 3
- 150000003377 silicon compounds Chemical class 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 3
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 3
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CBHICRLHZJZFDF-UHFFFAOYSA-N 1,2,3,4,4a,5,6,6a,7,8,9,10,10a,10b-tetradecahydrobenzo[f]quinoline Chemical compound N1CCCC2C3CCCCC3CCC21 CBHICRLHZJZFDF-UHFFFAOYSA-N 0.000 description 2
- CJCYBBUYZBIYDB-UHFFFAOYSA-N 1,2,3,4,4a,5,6,6a,7,8,9,10,10a,10b-tetradecahydrobenzo[h]quinoline Chemical compound C1CCNC2C3CCCCC3CCC21 CJCYBBUYZBIYDB-UHFFFAOYSA-N 0.000 description 2
- IXTPCSZJZAKJTO-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7,8,8a,9,9a,10,10a-tetradecahydroacridine Chemical compound N1C2CCCCC2CC2C1CCCC2 IXTPCSZJZAKJTO-UHFFFAOYSA-N 0.000 description 2
- OOTWDDWMMGNAKH-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7,8,8a-decahydroquinoline dimethoxysilane Chemical compound CO[SiH2]OC.C1CCC2NCCCC2C1.C1CCC2NCCCC2C1 OOTWDDWMMGNAKH-UHFFFAOYSA-N 0.000 description 2
- IEFJJYDPKINTIK-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinoline triethoxysilane Chemical compound C(C)O[SiH](OCC)OCC.N1CCCC2=CC=CC=C12 IEFJJYDPKINTIK-UHFFFAOYSA-N 0.000 description 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- PDELQDSYLBLPQO-UHFFFAOYSA-N 2,3,3a,4,5,6,7,7a-octahydro-1h-indole Chemical compound C1CCCC2NCCC21 PDELQDSYLBLPQO-UHFFFAOYSA-N 0.000 description 2
- ODSNARDHJFFSRH-UHFFFAOYSA-N 2,3,3a,4,5,6,7,7a-octahydro-1h-isoindole Chemical compound C1CCCC2CNCC21 ODSNARDHJFFSRH-UHFFFAOYSA-N 0.000 description 2
- SBVSDAFTZIVQEI-UHFFFAOYSA-N 2,3,4,4a,4b,5,6,7,8,8a,9,9a-dodecahydro-1h-carbazole Chemical compound C1CCCC2C3CCCCC3NC21 SBVSDAFTZIVQEI-UHFFFAOYSA-N 0.000 description 2
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 2
- LDTAOIUHUHHCMU-UHFFFAOYSA-N 3-methylpent-1-ene Chemical compound CCC(C)C=C LDTAOIUHUHHCMU-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000007848 Bronsted acid Substances 0.000 description 2
- SHZKTNKEDJCZDE-UHFFFAOYSA-N CO[SiH2]OC.C(C)(C)N1CCCC2CCCCC12 Chemical compound CO[SiH2]OC.C(C)(C)N1CCCC2CCCCC12 SHZKTNKEDJCZDE-UHFFFAOYSA-N 0.000 description 2
- FEOXCKLZQOGDRK-UHFFFAOYSA-N CO[SiH2]OC.C(C)N1CCCC2CCCCC12 Chemical compound CO[SiH2]OC.C(C)N1CCCC2CCCCC12 FEOXCKLZQOGDRK-UHFFFAOYSA-N 0.000 description 2
- PNFRIPATZKFHGU-UHFFFAOYSA-N CO[SiH2]OC.C(CC)C1NCCC2CCCCC12 Chemical compound CO[SiH2]OC.C(CC)C1NCCC2CCCCC12 PNFRIPATZKFHGU-UHFFFAOYSA-N 0.000 description 2
- KNORSYWRGSCROG-UHFFFAOYSA-N CO[SiH2]OC.C(CCC)N1CCCC2CCCCC12 Chemical compound CO[SiH2]OC.C(CCC)N1CCCC2CCCCC12 KNORSYWRGSCROG-UHFFFAOYSA-N 0.000 description 2
- AMTXIUNBBMEMEN-UHFFFAOYSA-N ClOOO[SiH3] Chemical compound ClOOO[SiH3] AMTXIUNBBMEMEN-UHFFFAOYSA-N 0.000 description 2
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- 239000002841 Lewis acid Substances 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- QLEPYCOVSUJWPQ-UHFFFAOYSA-N O(CC)[SiH](OCC)OCC.N1CCCC2CCCCC12 Chemical compound O(CC)[SiH](OCC)OCC.N1CCCC2CCCCC12 QLEPYCOVSUJWPQ-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- QWJCNWVQJBWQSL-UHFFFAOYSA-N [Mg].C(C)NCC Chemical compound [Mg].C(C)NCC QWJCNWVQJBWQSL-UHFFFAOYSA-N 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 230000000740 bleeding effect Effects 0.000 description 2
- 125000001246 bromo group Chemical group Br* 0.000 description 2
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- SJJCABYOVIHNPZ-UHFFFAOYSA-N cyclohexyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C1CCCCC1 SJJCABYOVIHNPZ-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 125000004663 dialkyl amino group Chemical group 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- YPENMAABQGWRBR-UHFFFAOYSA-N dibutyl(dimethoxy)silane Chemical compound CCCC[Si](OC)(OC)CCCC YPENMAABQGWRBR-UHFFFAOYSA-N 0.000 description 2
- VHPUZTHRFWIGAW-UHFFFAOYSA-N dimethoxy-di(propan-2-yl)silane Chemical compound CO[Si](OC)(C(C)C)C(C)C VHPUZTHRFWIGAW-UHFFFAOYSA-N 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- UBHZUDXTHNMNLD-UHFFFAOYSA-N dimethylsilane Chemical compound C[SiH2]C UBHZUDXTHNMNLD-UHFFFAOYSA-N 0.000 description 2
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- LDLDYFCCDKENPD-UHFFFAOYSA-N ethenylcyclohexane Chemical compound C=CC1CCCCC1 LDLDYFCCDKENPD-UHFFFAOYSA-N 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
- 229910001629 magnesium chloride Inorganic materials 0.000 description 2
- HFTSQAKJLBPKBD-UHFFFAOYSA-N magnesium;butan-1-olate Chemical compound [Mg+2].CCCC[O-].CCCC[O-] HFTSQAKJLBPKBD-UHFFFAOYSA-N 0.000 description 2
- XDKQUSKHRIUJEO-UHFFFAOYSA-N magnesium;ethanolate Chemical compound [Mg+2].CC[O-].CC[O-] XDKQUSKHRIUJEO-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000001000 micrograph Methods 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- CBKZJLJZZXOLDS-UHFFFAOYSA-N n-ethyl-n-tripropoxysilylethanamine Chemical compound CCCO[Si](OCCC)(OCCC)N(CC)CC CBKZJLJZZXOLDS-UHFFFAOYSA-N 0.000 description 2
- RIVIDPPYRINTTH-UHFFFAOYSA-N n-ethylpropan-2-amine Chemical compound CCNC(C)C RIVIDPPYRINTTH-UHFFFAOYSA-N 0.000 description 2
- 239000012454 non-polar solvent Substances 0.000 description 2
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N phthalic acid di-n-ethyl ester Natural products CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- 229920001384 propylene homopolymer Polymers 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 230000035882 stress Effects 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 2
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 2
- PYOKUURKVVELLB-UHFFFAOYSA-N trimethyl orthoformate Chemical compound COC(OC)OC PYOKUURKVVELLB-UHFFFAOYSA-N 0.000 description 2
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- NYNZQNWKBKUAII-KBXCAEBGSA-N (3s)-n-[5-[(2r)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidin-3-yl]-3-hydroxypyrrolidine-1-carboxamide Chemical compound C1[C@@H](O)CCN1C(=O)NC1=C2N=C(N3[C@H](CCC3)C=3C(=CC=C(F)C=3)F)C=CN2N=C1 NYNZQNWKBKUAII-KBXCAEBGSA-N 0.000 description 1
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 1
- DDGKRSXAEHBVCC-UHFFFAOYSA-N 1,2,3,4,4a,5,5a,6,7,8,9,9a,10,10a-tetradecahydrobenzo[g]quinoline Chemical compound C1C2NCCCC2CC2C1CCCC2 DDGKRSXAEHBVCC-UHFFFAOYSA-N 0.000 description 1
- HHRXXMPYHLOPAO-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline;1,2,3,4-tetrahydroquinoline Chemical compound C1=CC=C2CCCNC2=C1.C1=CC=C2CNCCC2=C1 HHRXXMPYHLOPAO-UHFFFAOYSA-N 0.000 description 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 1
- MDQKZLDPEGTJCH-UHFFFAOYSA-N 1-butyl-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline Chemical compound C(CCC)C1NCCC2CCCCC12 MDQKZLDPEGTJCH-UHFFFAOYSA-N 0.000 description 1
- GGFMVTNGEQRGIO-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CC1=CC=CC=C1C=C GGFMVTNGEQRGIO-UHFFFAOYSA-N 0.000 description 1
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 description 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- REHGYDYERSLNAA-UHFFFAOYSA-N 2,2,2-trichloroethoxysilane Chemical compound [SiH3]OCC(Cl)(Cl)Cl REHGYDYERSLNAA-UHFFFAOYSA-N 0.000 description 1
- FUNUTBJJKQIVSY-UHFFFAOYSA-N 2,4-Dichlorotoluene Chemical compound CC1=CC=C(Cl)C=C1Cl FUNUTBJJKQIVSY-UHFFFAOYSA-N 0.000 description 1
- KEVMYFLMMDUPJE-UHFFFAOYSA-N 2,7-dimethyloctane Chemical group CC(C)CCCCC(C)C KEVMYFLMMDUPJE-UHFFFAOYSA-N 0.000 description 1
- SSORSZACHCNXSJ-UHFFFAOYSA-N 2-[2-(3,4-dichlorophenyl)-3-[2-(2-hydroxypropylamino)pyrimidin-4-yl]imidazol-4-yl]acetonitrile Chemical compound ClC=1C=C(C=CC=1Cl)C=1N(C(=CN=1)CC#N)C1=NC(=NC=C1)NCC(C)O SSORSZACHCNXSJ-UHFFFAOYSA-N 0.000 description 1
- VDKSCJUPDACFBJ-UHFFFAOYSA-N 2-chloroethoxysilane Chemical compound [SiH3]OCCCl VDKSCJUPDACFBJ-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- KXYAVSFOJVUIHT-UHFFFAOYSA-N 2-vinylnaphthalene Chemical compound C1=CC=CC2=CC(C=C)=CC=C21 KXYAVSFOJVUIHT-UHFFFAOYSA-N 0.000 description 1
- FMPAOABQQSXMHN-UHFFFAOYSA-N 4,6-dimethyl-1,2,3,4-tetrahydroquinoline Chemical compound C1=C(C)C=C2C(C)CCNC2=C1 FMPAOABQQSXMHN-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- BBDKZWKEPDTENS-UHFFFAOYSA-N 4-Vinylcyclohexene Chemical compound C=CC1CCC=CC1 BBDKZWKEPDTENS-UHFFFAOYSA-N 0.000 description 1
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 1
- NFGBNRDJHBBIND-UHFFFAOYSA-N 5,6,7,8-tetramethyl-1,2,3,4-tetrahydroquinoline Chemical compound CC=1C(=C(C(=C2CCCNC=12)C)C)C NFGBNRDJHBBIND-UHFFFAOYSA-N 0.000 description 1
- KRJIMLKBVJCHCH-UHFFFAOYSA-N 5-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinoline Chemical compound N1CCCC2C(C)CCCC21 KRJIMLKBVJCHCH-UHFFFAOYSA-N 0.000 description 1
- ONPGOSVDVDPBCY-CQSZACIVSA-N 6-amino-5-[(1r)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-n-[4-(4-methylpiperazine-1-carbonyl)phenyl]pyridazine-3-carboxamide Chemical compound O([C@H](C)C=1C(=C(F)C=CC=1Cl)Cl)C(C(=NN=1)N)=CC=1C(=O)NC(C=C1)=CC=C1C(=O)N1CCN(C)CC1 ONPGOSVDVDPBCY-CQSZACIVSA-N 0.000 description 1
- XROOLPOPEFPOFB-UHFFFAOYSA-N 8-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline Chemical compound CC1CCCC2CCNCC12 XROOLPOPEFPOFB-UHFFFAOYSA-N 0.000 description 1
- UUNKAGONMZHCIP-UHFFFAOYSA-N 8-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinoline Chemical compound C1CCNC2C(C)CCCC21 UUNKAGONMZHCIP-UHFFFAOYSA-N 0.000 description 1
- OGOYZCQQQFAGRI-UHFFFAOYSA-N 9-ethenylanthracene Chemical compound C1=CC=C2C(C=C)=C(C=CC=C3)C3=CC2=C1 OGOYZCQQQFAGRI-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- JHCDJGLUISUZEH-UHFFFAOYSA-N C(C)(C)(C)N.[Li] Chemical compound C(C)(C)(C)N.[Li] JHCDJGLUISUZEH-UHFFFAOYSA-N 0.000 description 1
- CADAOKXOWMHTKV-UHFFFAOYSA-N C(C)O[Ti](OCC)OCC.[Cl] Chemical compound C(C)O[Ti](OCC)OCC.[Cl] CADAOKXOWMHTKV-UHFFFAOYSA-N 0.000 description 1
- HJWCBGGOPRZFIT-UHFFFAOYSA-N C(CC)O[Ti](OCCC)OCCC.[Cl] Chemical compound C(CC)O[Ti](OCCC)OCCC.[Cl] HJWCBGGOPRZFIT-UHFFFAOYSA-N 0.000 description 1
- KSIWQSNOVPWAKC-UHFFFAOYSA-N CC1CCC2CNCC(C)C2C1C Chemical compound CC1CCC2CNCC(C)C2C1C KSIWQSNOVPWAKC-UHFFFAOYSA-N 0.000 description 1
- RASBDVLERRNNLJ-UHFFFAOYSA-N CCCCO[Ti] Chemical compound CCCCO[Ti] RASBDVLERRNNLJ-UHFFFAOYSA-N 0.000 description 1
- RMUHMURYGITZFI-UHFFFAOYSA-K CCCCO[Ti](Br)(Br)Br Chemical compound CCCCO[Ti](Br)(Br)Br RMUHMURYGITZFI-UHFFFAOYSA-K 0.000 description 1
- RCZPHVPIOWNERS-UHFFFAOYSA-N CCCO[Ti] Chemical compound CCCO[Ti] RCZPHVPIOWNERS-UHFFFAOYSA-N 0.000 description 1
- ZBZXIGONWYKEMZ-UHFFFAOYSA-N CCO[Ti] Chemical compound CCO[Ti] ZBZXIGONWYKEMZ-UHFFFAOYSA-N 0.000 description 1
- XAERXBGWEHNQKI-UHFFFAOYSA-N CO[SiH2]OC.CCCCC1NCCC2CCCCC12 Chemical compound CO[SiH2]OC.CCCCC1NCCC2CCCCC12 XAERXBGWEHNQKI-UHFFFAOYSA-N 0.000 description 1
- FLTYUJMFMHOICO-UHFFFAOYSA-N CO[Ti] Chemical compound CO[Ti] FLTYUJMFMHOICO-UHFFFAOYSA-N 0.000 description 1
- HWKYGJSLGVSKPP-UHFFFAOYSA-K CO[Ti](Br)(Br)Br Chemical compound CO[Ti](Br)(Br)Br HWKYGJSLGVSKPP-UHFFFAOYSA-K 0.000 description 1
- ZALOHOLPKHYYAX-UHFFFAOYSA-L CO[Ti](Cl)(Cl)OC Chemical compound CO[Ti](Cl)(Cl)OC ZALOHOLPKHYYAX-UHFFFAOYSA-L 0.000 description 1
- CJBKNBLVFSJFGD-UHFFFAOYSA-N CO[Ti](OC)OC.[Cl] Chemical compound CO[Ti](OC)OC.[Cl] CJBKNBLVFSJFGD-UHFFFAOYSA-N 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- MCRWZBYTLVCCJJ-DKALBXGISA-N [(1s,3r)-3-[[(3s,4s)-3-methoxyoxan-4-yl]amino]-1-propan-2-ylcyclopentyl]-[(1s,4s)-5-[6-(trifluoromethyl)pyrimidin-4-yl]-2,5-diazabicyclo[2.2.1]heptan-2-yl]methanone Chemical compound C([C@]1(N(C[C@]2([H])C1)C(=O)[C@@]1(C[C@@H](CC1)N[C@@H]1[C@@H](COCC1)OC)C(C)C)[H])N2C1=CC(C(F)(F)F)=NC=N1 MCRWZBYTLVCCJJ-DKALBXGISA-N 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- DJOXOOIJKINTOT-UHFFFAOYSA-K [Br-].[Br-].[Br-].CCO[Ti+3] Chemical compound [Br-].[Br-].[Br-].CCO[Ti+3] DJOXOOIJKINTOT-UHFFFAOYSA-K 0.000 description 1
- CZSIHHITBKZQTQ-UHFFFAOYSA-N [Br].[Br].[Br].[Br].[Ti] Chemical compound [Br].[Br].[Br].[Br].[Ti] CZSIHHITBKZQTQ-UHFFFAOYSA-N 0.000 description 1
- QSMLJCIHMPUAQG-UHFFFAOYSA-L [Cl-].[Cl-].CCCO[Ti+2]OCCC Chemical compound [Cl-].[Cl-].CCCO[Ti+2]OCCC QSMLJCIHMPUAQG-UHFFFAOYSA-L 0.000 description 1
- VBFBBEDUJWNHHL-UHFFFAOYSA-N [Cl].[Cl].[Cl].[Cl].[Ti] Chemical compound [Cl].[Cl].[Cl].[Cl].[Ti] VBFBBEDUJWNHHL-UHFFFAOYSA-N 0.000 description 1
- JZCNDNZWPNBONA-UHFFFAOYSA-N [SiH4].C1NCCC2CCCCC12 Chemical class [SiH4].C1NCCC2CCCCC12 JZCNDNZWPNBONA-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- NRHDCQLCSOWVTF-UHFFFAOYSA-N azonane Chemical compound C1CCCCNCCC1 NRHDCQLCSOWVTF-UHFFFAOYSA-N 0.000 description 1
- 150000007514 bases Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
- VJVUKRSEEMNRCM-UHFFFAOYSA-L butan-1-olate titanium(4+) dichloride Chemical compound [Cl-].[Cl-].CCCCO[Ti+2]OCCCC VJVUKRSEEMNRCM-UHFFFAOYSA-L 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- ANUZKYYBDVLEEI-UHFFFAOYSA-N butane;hexane;lithium Chemical compound [Li]CCCC.CCCCCC ANUZKYYBDVLEEI-UHFFFAOYSA-N 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- OOSZILWKTQCRSZ-UHFFFAOYSA-N butyl-dimethoxy-methylsilane Chemical compound CCCC[Si](C)(OC)OC OOSZILWKTQCRSZ-UHFFFAOYSA-N 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- JEZFASCUIZYYEV-UHFFFAOYSA-N chloro(triethoxy)silane Chemical compound CCO[Si](Cl)(OCC)OCC JEZFASCUIZYYEV-UHFFFAOYSA-N 0.000 description 1
- CBVJWBYNOWIOFJ-UHFFFAOYSA-N chloro(trimethoxy)silane Chemical compound CO[Si](Cl)(OC)OC CBVJWBYNOWIOFJ-UHFFFAOYSA-N 0.000 description 1
- RYNUZTNTQIAXNG-UHFFFAOYSA-N chloro(tripropoxy)silane Chemical compound CCCO[Si](Cl)(OCCC)OCCC RYNUZTNTQIAXNG-UHFFFAOYSA-N 0.000 description 1
- 150000005675 cyclic monoalkenes Chemical class 0.000 description 1
- ZXIJMRYMVAMXQP-UHFFFAOYSA-N cycloheptene Chemical compound C1CCC=CCC1 ZXIJMRYMVAMXQP-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
- QEHKWLKYFXJVLL-UHFFFAOYSA-N dichloro(dimethoxy)silane Chemical compound CO[Si](Cl)(Cl)OC QEHKWLKYFXJVLL-UHFFFAOYSA-N 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
- 229940043279 diisopropylamine Drugs 0.000 description 1
- 125000001891 dimethoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- JVUVKQDVTIIMOD-UHFFFAOYSA-N dimethoxy(dipropyl)silane Chemical compound CCC[Si](OC)(OC)CCC JVUVKQDVTIIMOD-UHFFFAOYSA-N 0.000 description 1
- PNKYFFIJNYUHTB-UHFFFAOYSA-N dimethoxy-di(piperidin-1-yl)silane Chemical compound C1CCCCN1[Si](OC)(OC)N1CCCCC1 PNKYFFIJNYUHTB-UHFFFAOYSA-N 0.000 description 1
- VTFGJLXBPIWKKP-UHFFFAOYSA-N dimethoxysilane silane Chemical compound [SiH4].CO[SiH2]OC VTFGJLXBPIWKKP-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- BXKDSDJJOVIHMX-UHFFFAOYSA-N edrophonium chloride Chemical compound [Cl-].CC[N+](C)(C)C1=CC=CC(O)=C1 BXKDSDJJOVIHMX-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- UHSDHNXHBQDMMH-UHFFFAOYSA-L ethanolate;titanium(4+);dichloride Chemical compound CCO[Ti](Cl)(Cl)OCC UHSDHNXHBQDMMH-UHFFFAOYSA-L 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- MQYCGYYZXNRWPU-UHFFFAOYSA-N ethyl-dimethoxy-piperidin-1-ylsilane Chemical compound CC[Si](OC)(OC)N1CCCCC1 MQYCGYYZXNRWPU-UHFFFAOYSA-N 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000007731 hot pressing Methods 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 229960001545 hydrotalcite Drugs 0.000 description 1
- 229910001701 hydrotalcite Inorganic materials 0.000 description 1
- NMQCGBMZPAQEOX-UHFFFAOYSA-N hydroxy(3-methylbutyl)silane Chemical compound C(CC(C)C)[SiH2]O NMQCGBMZPAQEOX-UHFFFAOYSA-N 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- BMRASELKGKHCIX-UHFFFAOYSA-N lithium;n-methylethanamine Chemical compound [Li].CCNC BMRASELKGKHCIX-UHFFFAOYSA-N 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 description 1
- 229910001623 magnesium bromide Inorganic materials 0.000 description 1
- ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 description 1
- 229910001635 magnesium fluoride Inorganic materials 0.000 description 1
- BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 description 1
- 229910001641 magnesium iodide Inorganic materials 0.000 description 1
- FWCINQOFXHNGRO-UHFFFAOYSA-N magnesium;butan-1-olate;ethanolate Chemical compound [Mg+2].CC[O-].CCCC[O-] FWCINQOFXHNGRO-UHFFFAOYSA-N 0.000 description 1
- DLPASUVGCQPFFO-UHFFFAOYSA-N magnesium;ethane Chemical compound [Mg+2].[CH2-]C.[CH2-]C DLPASUVGCQPFFO-UHFFFAOYSA-N 0.000 description 1
- FBAXEVHJWKHPPF-UHFFFAOYSA-N magnesium;ethanolate;methanolate Chemical compound [Mg+2].[O-]C.CC[O-] FBAXEVHJWKHPPF-UHFFFAOYSA-N 0.000 description 1
- CCLBJCVPJCHEQD-UHFFFAOYSA-N magnesium;ethanolate;propan-1-olate Chemical compound [Mg+2].CC[O-].CCC[O-] CCLBJCVPJCHEQD-UHFFFAOYSA-N 0.000 description 1
- CRGZYKWWYNQGEC-UHFFFAOYSA-N magnesium;methanolate Chemical compound [Mg+2].[O-]C.[O-]C CRGZYKWWYNQGEC-UHFFFAOYSA-N 0.000 description 1
- WNJYXPXGUGOGBO-UHFFFAOYSA-N magnesium;propan-1-olate Chemical compound CCCO[Mg]OCCC WNJYXPXGUGOGBO-UHFFFAOYSA-N 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- NHWQCOMYGTWYDO-UHFFFAOYSA-N n-[diethoxy(ethyl)silyl]-n-ethylethanamine Chemical compound CCO[Si](CC)(OCC)N(CC)CC NHWQCOMYGTWYDO-UHFFFAOYSA-N 0.000 description 1
- DQZXTSUCHBQLOB-UHFFFAOYSA-N n-[diethoxy(propoxy)silyl]propan-1-amine Chemical compound CCCN[Si](OCC)(OCC)OCCC DQZXTSUCHBQLOB-UHFFFAOYSA-N 0.000 description 1
- OAGIMVANHSWAFT-UHFFFAOYSA-N n-[diethylamino(dimethoxy)silyl]-n-ethylethanamine Chemical compound CCN(CC)[Si](OC)(OC)N(CC)CC OAGIMVANHSWAFT-UHFFFAOYSA-N 0.000 description 1
- LDXXEPGDAMUDJO-UHFFFAOYSA-N n-[dimethoxy(methyl)silyl]-n-ethylethanamine Chemical compound CCN(CC)[Si](C)(OC)OC LDXXEPGDAMUDJO-UHFFFAOYSA-N 0.000 description 1
- IPURMUFHUYKRGY-UHFFFAOYSA-N n-ethyl-n-[ethyl(dimethoxy)silyl]ethanamine Chemical compound CCN(CC)[Si](CC)(OC)OC IPURMUFHUYKRGY-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- XULSCZPZVQIMFM-IPZQJPLYSA-N odevixibat Chemical compound C12=CC(SC)=C(OCC(=O)N[C@@H](C(=O)N[C@@H](CC)C(O)=O)C=3C=CC(O)=CC=3)C=C2S(=O)(=O)NC(CCCC)(CCCC)CN1C1=CC=CC=C1 XULSCZPZVQIMFM-IPZQJPLYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- ZMYXZXUHYAGGKG-UHFFFAOYSA-N propoxysilane Chemical compound CCCO[SiH3] ZMYXZXUHYAGGKG-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000011986 second-generation catalyst Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- ABTOQLMXBSRXSM-UHFFFAOYSA-N silicon tetrafluoride Chemical compound F[Si](F)(F)F ABTOQLMXBSRXSM-UHFFFAOYSA-N 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- UQMOLLPKNHFRAC-UHFFFAOYSA-N tetrabutyl silicate Chemical compound CCCCO[Si](OCCCC)(OCCCC)OCCCC UQMOLLPKNHFRAC-UHFFFAOYSA-N 0.000 description 1
- ZUEKXCXHTXJYAR-UHFFFAOYSA-N tetrapropan-2-yl silicate Chemical compound CC(C)O[Si](OC(C)C)(OC(C)C)OC(C)C ZUEKXCXHTXJYAR-UHFFFAOYSA-N 0.000 description 1
- ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
- CNWZYDSEVLFSMS-UHFFFAOYSA-N tripropylalumane Chemical compound CCC[Al](CCC)CCC CNWZYDSEVLFSMS-UHFFFAOYSA-N 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
- C08F4/16—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen of silicon, germanium, tin, lead, titanium, zirconium or hafnium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/025—Silicon compounds without C-silicon linkages
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F10/04—Monomers containing three or four carbon atoms
- C08F10/06—Propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
- C08F297/06—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the coordination type
- C08F297/08—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the coordination type polymerising mono-olefins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
- C08F297/06—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the coordination type
- C08F297/08—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the coordination type polymerising mono-olefins
- C08F297/083—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the coordination type polymerising mono-olefins the monomers being ethylene or propylene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/65—Pretreating the metal or compound covered by group C08F4/64 before the final contacting with the metal or compound covered by group C08F4/44
- C08F4/652—Pretreating with metals or metal-containing compounds
- C08F4/656—Pretreating with metals or metal-containing compounds with silicon or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/04—Monomers containing three or four carbon atoms
- C08F110/06—Propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/04—Monomers containing three or four carbon atoms
- C08F210/06—Propene
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/904—Monomer polymerized in presence of transition metal containing catalyst at least part of which is supported on a polymer, e.g. prepolymerized catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002238208 | 2002-08-19 | ||
| JP2002253059 | 2002-08-30 | ||
| JP2003026677 | 2003-02-04 | ||
| JP2003026678 | 2003-02-04 | ||
| JP2003101800 | 2003-04-04 | ||
| JP2003287355 | 2003-08-06 | ||
| PCT/JP2003/010446 WO2004016662A1 (ja) | 2002-08-19 | 2003-08-19 | α−オレフィンの重合又は共重合に用いられるα−オレフィンの重合又は重合用触媒、その触媒成分及びその触媒を用いたα−オレフィン重合方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BR0313639A BR0313639A (pt) | 2005-06-21 |
| BRPI0313639B1 true BRPI0313639B1 (pt) | 2016-03-15 |
Family
ID=31892357
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0313639A BRPI0313639B1 (pt) | 2002-08-19 | 2003-08-19 | constituinte de catalisador, seu catalisador para polimerização ou copolimerização de alfa-olefina, método para polimerizar alfa-olefina, e método para produzir copolímeros em blocos ou aleatórios da alfa-olefina |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7238758B2 (de) |
| EP (2) | EP3020738B1 (de) |
| JP (1) | JP3786138B2 (de) |
| KR (1) | KR101030711B1 (de) |
| CN (1) | CN100427513C (de) |
| AU (1) | AU2003257555A1 (de) |
| BR (1) | BRPI0313639B1 (de) |
| WO (1) | WO2004016662A1 (de) |
Families Citing this family (118)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7183234B2 (en) * | 2004-04-29 | 2007-02-27 | Exxonmobil Chemical Patents Inc. | Multi-donor catalyst system for the polymerization of olefins |
| EP1783145A1 (de) * | 2004-07-28 | 2007-05-09 | Mitsui Chemicals, Inc. | Olefinpolymerisationskatalysator und verfahren zur polymerisation unter verwendung des katalysators |
| US8026311B2 (en) * | 2005-03-25 | 2011-09-27 | Braskem America, Inc. | Process for production of propylene copolymers |
| EP1908767B1 (de) * | 2005-05-31 | 2012-06-13 | Toho Titanium Co., Ltd. | Aminosilanverbindungen, katalysatorkomponenten und katalysatoren für die olefinpolymerisierung und verfahren zur herstellung von olefinpolymeren damit |
| EP1921092B1 (de) * | 2005-08-08 | 2013-10-02 | Toho Titanium Co., Ltd. | Katalysator und katalysatorkomponente für die olefinpolymerisation und verfahren zur herstellung von olefinpolymer damit |
| CN101490101B (zh) | 2006-07-18 | 2011-11-02 | 三井化学株式会社 | 固态钛催化剂成分、烯烃聚合用催化剂及烯烃聚合方法 |
| WO2008013144A1 (en) | 2006-07-25 | 2008-01-31 | Mitsui Chemicals, Inc. | Ethylene polymer particle, method for producing the same, and molded article using the same |
| JP5235673B2 (ja) * | 2006-10-27 | 2013-07-10 | 東邦チタニウム株式会社 | エチレン・プロピレンブロック共重合体の製造方法 |
| JP5394747B2 (ja) * | 2006-11-29 | 2014-01-22 | 東邦チタニウム株式会社 | オレフィン類重合用触媒成分および触媒並びにこれを用いたオレフィン類重合体の製造方法 |
| JP5143472B2 (ja) * | 2007-05-14 | 2013-02-13 | 東邦チタニウム株式会社 | オレフィン類重合用触媒及びこれを用いたオレフィン類重合体の製造方法 |
| KR101576308B1 (ko) | 2007-08-24 | 2015-12-09 | 더블유.알. 그레이스 앤드 캄파니-콘. | 조절된 알루미늄 대 ｓｃａ 비를 갖는 자기-제한성 촉매 시스템 및 방법 |
| US9212240B2 (en) | 2007-08-27 | 2015-12-15 | Borealis Technology Oy | Equipment and process for producing polymer pellets |
| WO2009069483A1 (ja) | 2007-11-27 | 2009-06-04 | Mitsui Chemicals, Inc. | 固体状チタン触媒成分、オレフィン重合用触媒およびオレフィンの重合方法 |
| JP4993116B2 (ja) * | 2007-12-05 | 2012-08-08 | 信越化学工業株式会社 | アミノ基のシリル化方法 |
| EP2283072B2 (de) * | 2008-04-24 | 2018-07-18 | Borealis AG | Verfahren zur herstellung von hochreinen heterophasigen propylencopolymeren |
| EP2113541A1 (de) | 2008-04-28 | 2009-11-04 | Borealis AG | Haftzusammensetzung aus Propylenpolymer für Extrusionsbeschichtung von Papiersubstraten |
| WO2009153213A1 (en) * | 2008-06-16 | 2009-12-23 | Borealis Ag | Thermoplastic polyolefins with high flowability and excellent surface quality produced by a multistage process |
| RU2487897C2 (ru) * | 2008-08-21 | 2013-07-20 | ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи | Ударопрочный пропиленовый сополимер с высокой скоростью течения расплава и способ его получения |
| CN102186889B (zh) * | 2008-08-21 | 2013-11-06 | 陶氏环球技术有限责任公司 | 具有混合的选择性控制剂的催化剂组合物和使用它的聚合反应方法 |
| CN102159608B (zh) | 2008-09-22 | 2014-05-21 | 三井化学株式会社 | 丙烯系嵌段共聚物、包含该共聚物的组合物及由它们得到的成型体 |
| JP5351178B2 (ja) | 2008-12-26 | 2013-11-27 | 三井化学株式会社 | エチレン重合体組成物、その製造方法およびそれを用いて得られる成形物 |
| EP2226337A1 (de) * | 2009-03-02 | 2010-09-08 | Borealis AG | Verfahren für die Herstellung von randomisierten Propylen-copolymeren für Spritzgussanwendungen |
| EP2251375A1 (de) | 2009-05-07 | 2010-11-17 | Borealis AG | Thermoplastische Polyolefinverbindungen mit verringerter Entflammungsempfindlichkeit |
| EP2275485B1 (de) | 2009-06-22 | 2011-06-08 | Borealis AG | Heterophasische Polypropylen-Copolymerzusammensetzung |
| US20110034651A1 (en) * | 2009-08-06 | 2011-02-10 | Basf Catalysts Llc | Mixed donor system for high melt flow and high activity |
| CN102336847A (zh) * | 2010-07-16 | 2012-02-01 | 中国石油化工股份有限公司 | 一种用于烯烃聚合的催化剂组分及其催化剂 |
| CN102336780B (zh) * | 2010-07-16 | 2015-05-13 | 中国石油化工股份有限公司 | 一种吗啉基硅烷类化合物及其制备方法 |
| EP2452959B1 (de) | 2010-11-12 | 2015-01-21 | Borealis AG | Verfahren zur Herstellung von statistischen Propylencopolymeren und deren Verwendung |
| EP2452975A1 (de) | 2010-11-12 | 2012-05-16 | Borealis AG | Weiche heterophasische Propylencopolymere |
| EP2452957A1 (de) | 2010-11-12 | 2012-05-16 | Borealis AG | Verbessertes Verfahren zur Herstellung heterophasischer Propylencopolymere |
| EP2452960B1 (de) | 2010-11-12 | 2015-01-07 | Borealis AG | Verfahren zur Herstellung von Propylencopolymeren mit einer extrem hohen Schmelzflussrate |
| US8975354B2 (en) | 2011-01-27 | 2015-03-10 | Prime Polymer Co., Ltd. | Polypropylene resin composition |
| US8685879B2 (en) | 2011-04-29 | 2014-04-01 | Basf Corporation | Emulsion process for improved large spherical polypropylene catalysts |
| US10654947B2 (en) | 2011-10-28 | 2020-05-19 | Formosa Plastics Corporation, Usa | Cyclic organosilicon compounds as electron donors in Zeigler-Natta catalyst systems for producing propylene polymer having high melt-flowability |
| US9605093B2 (en) | 2012-01-11 | 2017-03-28 | Oji Holdings Corporation | Biaxially stretched polypropylene film for capacitors |
| EP2617741B1 (de) | 2012-01-18 | 2016-01-13 | Borealis AG | Verfahren zur polymerisierung von olefinpolymeren in gegenwart eines katalysators und verfahren zur steuerung des verfahrens |
| BR112015005907B1 (pt) | 2012-09-18 | 2021-03-30 | Prime Polymer Co., Ltd. | Composição de resina de polipropileno e artigo conformado compreendendo a referida composição |
| CN104736576B (zh) | 2012-10-25 | 2017-07-11 | 普瑞曼聚合物株式会社 | 多微孔膜用聚丙烯 |
| ES2542435T3 (es) * | 2012-11-29 | 2015-08-05 | Borealis Ag | Modificador del defecto de rayas de tigre |
| ES2543642T3 (es) * | 2012-11-29 | 2015-08-20 | Borealis Ag | Modificador del defecto de rayas de tigre |
| EP2816062A1 (de) | 2013-06-18 | 2014-12-24 | Basell Poliolefine Italia S.r.l. | Vorpolymerisierte Katalysatorkomponenten zur Polymerisierung von Olefinen |
| KR102204379B1 (ko) | 2013-08-12 | 2021-01-19 | 사우디 베이식 인더스트리즈 코포레이션 | 올레핀 중합용 촉매 시스템 |
| EP2837634A1 (de) | 2013-08-12 | 2015-02-18 | Saudi Basic Industries Corporation | Katalysatorsystem zur Olefinpolymerisation |
| MX2016008041A (es) | 2013-12-20 | 2017-03-03 | Saudi Basic Ind Corp | Sistema catalizador para polimerizacion de una olefina. |
| CN105934449B (zh) | 2013-12-20 | 2018-07-10 | 沙特基础工业公司 | 用于烯烃聚合的催化剂组合物 |
| BR112016014012B1 (pt) | 2013-12-20 | 2021-01-05 | Saudi Basic Industries Corporation | sistema de catalisador para polimerização de uma olefina, compreendendo um composto, processo de preparação do referido sistema e usos do composto |
| WO2015091984A1 (en) | 2013-12-20 | 2015-06-25 | Saudi Basic Industries Corporation | Procatalyst for polymerization of olefins |
| EP3083722B1 (de) * | 2013-12-20 | 2021-11-10 | Saudi Basic Industries Corporation | Katalysatorsystem zur polymerisation eines olefins |
| MX2016008039A (es) | 2013-12-20 | 2017-05-12 | Saudi Basic Ind Corp | Sistema catalizador para polimerizacion de una olefina. |
| CN105940023B (zh) | 2013-12-20 | 2019-01-18 | 沙特基础工业公司 | 用于烯烃聚合的催化剂体系 |
| WO2015100374A2 (en) | 2013-12-23 | 2015-07-02 | Braskem America, Inc. | Propylene-based compositions of enhanced appearance and excellent mold flowability |
| US10723824B2 (en) | 2014-02-07 | 2020-07-28 | Eastman Chemical Company | Adhesives comprising amorphous propylene-ethylene copolymers |
| US10308740B2 (en) | 2014-02-07 | 2019-06-04 | Eastman Chemical Company | Amorphous propylene-ethylene copolymers |
| US10696765B2 (en) | 2014-02-07 | 2020-06-30 | Eastman Chemical Company | Adhesive composition comprising amorphous propylene-ethylene copolymer and propylene polymer |
| US9428598B2 (en) | 2014-02-07 | 2016-08-30 | Eastman Chemical Company | Amorphous propylene-ethylene copolymers |
| US11267916B2 (en) | 2014-02-07 | 2022-03-08 | Eastman Chemical Company | Adhesive composition comprising amorphous propylene-ethylene copolymer and polyolefins |
| US10647795B2 (en) | 2014-02-07 | 2020-05-12 | Eastman Chemical Company | Adhesive composition comprising amorphous propylene-ethylene copolymer and polyolefins |
| EP2913345B1 (de) | 2014-02-28 | 2016-11-02 | Borealis AG | Gasphasenpolymerisationsverfahren |
| EP2913346B1 (de) | 2014-02-28 | 2016-11-02 | Borealis AG | Verfahren zur Polymerisation von Olefinen in einem Fließbett |
| US10160816B2 (en) | 2014-06-02 | 2018-12-25 | Sabic Global Technologies B.V. | Procatalyst for polymerization of olefins |
| MX2016015768A (es) | 2014-06-02 | 2017-04-10 | Sabic Global Technologies Bv | Procatalizador para la polimerizacion de olefinas. |
| JP6662781B2 (ja) | 2014-08-26 | 2020-03-11 | 東邦チタニウム株式会社 | プロピレン系ブロック共重合体の製造方法 |
| CN105384854B (zh) * | 2014-09-04 | 2018-11-02 | 中国石油化工股份有限公司 | 一种用于乙烯聚合的催化剂组分、催化剂及其制备方法 |
| EP2995631A1 (de) | 2014-09-12 | 2016-03-16 | Borealis AG | Verfahren zur Herstellung von Pfropfcopolymeren auf einem Polyolefinrückgrat |
| WO2016116469A1 (en) | 2015-01-21 | 2016-07-28 | Sabic Global Technologies B.V. | Procatalyst for polymerization of olefins |
| WO2016159044A1 (ja) | 2015-03-31 | 2016-10-06 | 株式会社プライムポリマー | フィルムコンデンサ用ポリプロピレン、フィルムコンデンサ用二軸延伸フィルム、フィルムコンデンサ、およびこれらの製造方法 |
| HUE039059T2 (hu) | 2015-06-12 | 2018-12-28 | Borealis Ag | Eljárás és berendezés olefinek gázfázisban történõ polimerizálására |
| ES2659637T3 (es) | 2015-07-14 | 2018-03-16 | Borealis Ag | Material compuesto reforzado con fibra |
| JP6669459B2 (ja) | 2015-09-25 | 2020-03-18 | 株式会社ブリヂストン | タイヤ |
| EP3184167B8 (de) | 2015-12-22 | 2022-03-30 | Borealis AG | Verfahren zur rückführung von polymer zu einem fliessbettreaktor |
| EP3184166A1 (de) | 2015-12-22 | 2017-06-28 | Borealis AG | Verfahren zum entnehmen von agglomeraten aus einem fliessbettreaktor |
| US11427660B2 (en) | 2016-08-17 | 2022-08-30 | Formosa Plastics Corporation, Usa | Organosilicon compounds as electron donors for olefin polymerization catalysts and methods of making and using same |
| US11117989B2 (en) | 2016-09-29 | 2021-09-14 | Sabic Global Technologies B.V. | Process to prepare procatalyst for polymerization of olefins |
| CN109843945B (zh) | 2016-09-29 | 2022-03-25 | Sabic环球技术有限责任公司 | 用于烯烃聚合的主催化剂 |
| WO2018059955A1 (en) | 2016-09-29 | 2018-04-05 | Sabic Global Technologies B.V. | Process to prepare procatalyst for polymerization of olefins |
| EA038463B1 (ru) | 2016-09-29 | 2021-08-31 | Сабик Глоубл Текнолоджиз Б.В. | Прокатализатор для полимеризации олефинов |
| WO2018059750A1 (en) | 2016-09-29 | 2018-04-05 | Sabic Global Technologies B.V. | Process to prepare procatalyst for polymerization of olefins |
| CN109790251B (zh) | 2016-09-29 | 2021-11-23 | Sabic环球技术有限责任公司 | 用于制备用于烯烃聚合的主催化剂的方法 |
| WO2018069379A1 (en) | 2016-10-12 | 2018-04-19 | Sabic Global Technologies B.V. | Process to prepare a solid support for a procatalyst suitable for polymerization of olefins |
| CN118515799A (zh) | 2016-10-12 | 2024-08-20 | Sabic环球技术有限责任公司 | 制备适用于烯烃聚合的主催化剂的固体载体的方法 |
| CN110234663B (zh) | 2017-03-17 | 2022-03-08 | Sabic环球技术有限责任公司 | 制造聚烯烃的方法 |
| WO2018167301A1 (en) | 2017-03-17 | 2018-09-20 | Sabic Global Technologies B.V. | Process for the polymerization of a polyolefin |
| CN110382563B (zh) | 2017-03-17 | 2022-08-26 | Sabic环球技术有限责任公司 | 用于制备用于烯烃聚合的主催化剂的方法 |
| US20200140577A1 (en) | 2017-05-10 | 2020-05-07 | Toho Titanium Co., Ltd. | CATALYST FOR POLYMERIZATION OF AN OLEFIN, METHOD FOR PRODUCING POLYMER OF OLEFIN AND PROPYLENE-alpha-OLEFIN COPOLYMER |
| ES2786756T3 (es) | 2017-06-20 | 2020-10-13 | Borealis Ag | Un método, una disposición y uso de una disposición para la polimerización de olefinas |
| EP3418309A1 (de) | 2017-06-20 | 2018-12-26 | Borealis AG | Verfahren, anordnung und verwendung einer anordnung zur herstellung von polymer |
| EP3418310B1 (de) | 2017-06-23 | 2020-04-08 | Borealis AG | Verfahren und vorrichtung zur entfernung von polymermaterial aus einem gas-festkörper-olefin-polymerisationsreaktor |
| EP3479896A1 (de) | 2017-11-03 | 2019-05-08 | Borealis AG | Polymerisationsreaktorsystem mit mindestens einer enthnahmeventil |
| EP3483189A1 (de) | 2017-11-14 | 2019-05-15 | Borealis AG | Automatisiertes verfahren zur beendigung einer olefinpolymerisierungsreaktion unter notbedingungen |
| EP3486260B1 (de) | 2017-11-17 | 2020-04-01 | Borealis AG | Verfahren zur spaltung des rücklauffluidisierungsgases in einem gas-feststoff-olefin-polymerisationsreaktor |
| ES2806646T3 (es) | 2017-11-17 | 2021-02-18 | Borealis Ag | Procedimiento para mejorar la capacidad de enfriamiento de un reactor de polimerización de olefinas de gas-sólidos |
| WO2019238428A1 (en) | 2018-06-14 | 2019-12-19 | Borealis Ag | Process for polymerizing olefin in a gas phase reactor with improved thermal homogeneity |
| EP3823999A1 (de) | 2018-07-19 | 2021-05-26 | Borealis AG | Verfahren zur herstellung eines uhmwpe-homopolymers |
| EP3830140A1 (de) | 2018-08-02 | 2021-06-09 | Borealis AG | Verfahren zur polymerisation von ethylen in einem mehrstufigen polymerisationsverfahren |
| EP3856800A1 (de) | 2018-09-28 | 2021-08-04 | Borealis AG | Verfahren zur herstellung eines vorpolymerisierten festen ziegler-natta-katalysators |
| WO2020109452A1 (en) | 2018-11-30 | 2020-06-04 | Borealis Ag | Washing process |
| ES3041422T3 (en) | 2019-04-16 | 2025-11-12 | Aspect Inc | Resin powder for three-dimensional molding, three-dimensional molded article, and method for producing three-dimensional molded article |
| CN113993616B (zh) | 2019-06-04 | 2023-06-02 | 北欧化工股份公司 | 用于增强气固流化床反应器中流体动力学的方法和反应器组件 |
| EP3980170A1 (de) | 2019-06-04 | 2022-04-13 | Borealis AG | Verfahren und mehrstufige reaktoranordnung zur herstellung von polyolefinen |
| US12291594B2 (en) | 2019-06-24 | 2025-05-06 | Borealis Ag | Process for preparing polypropylene with improved recovery |
| CN114728276B (zh) | 2019-11-22 | 2025-09-23 | Sabic环球技术有限责任公司 | 制备烯烃聚合所用主催化剂的方法 |
| EP3868793B1 (de) | 2020-02-24 | 2026-01-07 | Borealis GmbH | Verfahren zur herstellung von alpha-olefinpolymeren in einem mehrstufigen polymerisationsverfahren |
| JP7466661B2 (ja) | 2020-08-26 | 2024-04-12 | 三井化学株式会社 | 固体状チタン触媒成分、オレフィン重合用触媒、オレフィンの重合方法およびプロピレン重合体 |
| CN116635432A (zh) | 2020-12-21 | 2023-08-22 | 三井化学株式会社 | 固体状钛催化剂成分、烯烃聚合用催化剂、烯烃的聚合方法和丙烯聚合物 |
| TWI762127B (zh) * | 2020-12-29 | 2022-04-21 | 臺灣塑膠工業股份有限公司 | 聚丙烯與其製作方法及熔噴纖維布 |
| US20240218091A1 (en) | 2021-04-06 | 2024-07-04 | Basell Poliolefine Italia S.R.L. | Pre-polymerized catalyst components for the polymerization of olefins |
| CN118369358A (zh) | 2021-12-09 | 2024-07-19 | Sabic环球技术有限责任公司 | 用于烯烃聚合的催化剂体系 |
| US20240409732A1 (en) | 2021-12-14 | 2024-12-12 | Prime Polymer Co., Ltd. | Polypropylene-based resin composition and use thereof |
| MX2024007197A (es) | 2021-12-14 | 2024-06-26 | Prime Polymer Co Ltd | Estructura en capas y el uso de la misma. |
| WO2024008770A1 (en) | 2022-07-05 | 2024-01-11 | Sabic Global Technologies B.V. | Catalyst system for polymerization of an olefin |
| JPWO2024204845A1 (de) | 2023-03-30 | 2024-10-03 | ||
| EP4692134A1 (de) | 2023-03-31 | 2026-02-11 | Mitsui Chemicals, Inc. | Feste titankatalysatorkomponente, katalysator zur olefinpolymerisation und verfahren zur olefinpolymerisation |
| EP4506410A1 (de) | 2023-08-09 | 2025-02-12 | Borealis AG | Flammhemmende polypropylenzusammensetzung |
| US20250109218A1 (en) | 2023-09-29 | 2025-04-03 | Formosa Plastics Corporation, U.S.A. | Method for preparing catalyst component for polymerization of polyolefin without the use of internal electron donors |
| WO2025219499A1 (en) | 2024-04-18 | 2025-10-23 | Borealis Gmbh | Processes for polymerising olefins |
| WO2025262147A1 (en) | 2024-06-19 | 2025-12-26 | Borealis Gmbh | Processes for polymerising olefins |
| WO2026002813A1 (en) | 2024-06-24 | 2026-01-02 | Borealis Gmbh | Processes for polymerising olefins |
| CN119039340B (zh) * | 2024-08-20 | 2025-09-26 | 湖北华邦化学有限公司 | 二乙胺基三烷氧基硅烷的制备方法 |
Family Cites Families (59)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5494590A (en) | 1978-01-05 | 1979-07-26 | Showa Denko Kk | Improved polymerization of olefin |
| JPS553215A (en) * | 1978-06-23 | 1980-01-11 | Hitachi Ltd | Semiconductor switch circuit |
| JPS5817204B2 (ja) | 1979-09-21 | 1983-04-05 | 宇部興産株式会社 | α−オレフィンの重合法 |
| JPS5817206B2 (ja) | 1979-10-11 | 1983-04-05 | 宇部興産株式会社 | エチレンの重合法 |
| JPS5825363B2 (ja) | 1980-05-22 | 1983-05-27 | 宇部興産株式会社 | α−オレフィン重合体の製法 |
| IT1209255B (it) | 1980-08-13 | 1989-07-16 | Montedison Spa | Catalizzatori per la polimerizzazione di olefine. |
| JPS57115408A (en) | 1981-01-08 | 1982-07-17 | Ube Ind Ltd | Polymerization of ethylene |
| JPS5883006A (ja) | 1981-11-13 | 1983-05-18 | Mitsui Petrochem Ind Ltd | オレフインの重合方法 |
| JPS5883016A (ja) | 1981-11-13 | 1983-05-18 | Mitsui Petrochem Ind Ltd | プロピレンブロツク共重合体の製法 |
| JPS58138707A (ja) | 1982-02-12 | 1983-08-17 | Mitsui Petrochem Ind Ltd | ポリオレフインの製造方法 |
| JPS5958010A (ja) | 1982-09-29 | 1984-04-03 | Nippon Oil Co Ltd | ポリオレフインの製造方法 |
| JPS59149905A (ja) | 1983-02-17 | 1984-08-28 | Mitsubishi Petrochem Co Ltd | オレフイン重合用触媒成分 |
| JPS6044507A (ja) | 1983-08-23 | 1985-03-09 | Toho Titanium Co Ltd | オレフィン類重合用触媒成分 |
| JPS6023404A (ja) | 1983-07-20 | 1985-02-06 | Toho Titanium Co Ltd | オレフィン類重合用触媒成分 |
| JPS6032805A (ja) | 1983-08-02 | 1985-02-20 | Ube Ind Ltd | エチレンの重合法 |
| JPS6118330A (ja) | 1984-07-03 | 1986-01-27 | Kourin Giken:Kk | 平型コイルの巻線方法 |
| JPS6118300A (ja) | 1984-07-04 | 1986-01-27 | Matsushita Electric Ind Co Ltd | 光学的マイクロホン |
| JPS6155104A (ja) | 1984-08-24 | 1986-03-19 | Toho Titanium Co Ltd | オレフィン類重合用触媒成分 |
| JPH0680092B2 (ja) | 1985-02-09 | 1994-10-12 | 三菱油化株式会社 | オレフイン重合用触媒成分の調製法 |
| JPH0822890B2 (ja) | 1985-07-09 | 1996-03-06 | 三菱化学株式会社 | プロピレン重合体の製造法 |
| JPH0830089B2 (ja) | 1986-06-24 | 1996-03-27 | 東邦チタニウム株式会社 | オレフイン類重合用触媒 |
| US4730074A (en) * | 1986-12-31 | 1988-03-08 | Union Carbide Corporation | Vapor phase alcoholysis of aminosilanes and carbamatosilanes |
| JP2537506B2 (ja) | 1987-03-13 | 1996-09-25 | 三井石油化学工業株式会社 | オレフインの重合方法 |
| JPS63259807A (ja) | 1987-04-16 | 1988-10-26 | Sharp Corp | 磁気ヘツドの製造方法 |
| JPH01160582A (ja) * | 1987-12-17 | 1989-06-23 | Arisawa Mfg Co Ltd | プラスチックスキーの製造法 |
| JP2764286B2 (ja) | 1987-12-26 | 1998-06-11 | 東邦チタニウム株式会社 | オレフイン類重合用固体触媒成分及び触媒 |
| JP2723137B2 (ja) | 1988-06-17 | 1998-03-09 | 三井化学株式会社 | オレフィンの重合方法およびオレフィン重合用触媒 |
| JPH0277413A (ja) | 1988-08-31 | 1990-03-16 | Mitsubishi Petrochem Co Ltd | プロピレンブロック共重合体の製造法 |
| IT1227258B (it) | 1988-09-30 | 1991-03-28 | Himont Inc | Componenti e catalizzatori per la polimerizzazione di olefine |
| JP2656573B2 (ja) | 1988-10-26 | 1997-09-24 | 三菱化学株式会社 | α−オレフィン重合用触媒成分 |
| IT1230134B (it) | 1989-04-28 | 1991-10-14 | Himont Inc | Componenti e catalizzatori per la polimerizzazione di olefine. |
| EP0406692B1 (de) | 1989-06-27 | 1994-04-20 | Trw Inc. | Flüssigkeit, die auf ein Magnetfeld reagiert |
| CA1336596C (en) | 1989-07-26 | 1995-08-08 | Constantine A. Stewart | Organosilane compounds |
| IT1237812B (it) | 1989-12-22 | 1993-06-17 | Himont Inc | Componenti e catalizzatori per la polimerizzazione di olefine |
| IT1241062B (it) | 1990-01-10 | 1993-12-29 | Himont Inc | Componenti e catalizzatori per la polimerizzazione di olefine |
| JP2984363B2 (ja) | 1990-11-30 | 1999-11-29 | 三井化学株式会社 | ポリプロピレンの製造方法、ポリプロピレン、ポリプロピレン組成物、およびそれらの用途 |
| JP3029484B2 (ja) * | 1991-06-06 | 2000-04-04 | チッソ株式会社 | 高結晶性ポリプロピレン二軸延伸フィルム |
| JPH04370103A (ja) | 1991-06-18 | 1992-12-22 | Tonen Corp | ポリプロピレンの製造方法 |
| JPH0625336A (ja) | 1991-10-11 | 1994-02-01 | Tonen Corp | α−オレフィン重合用触媒 |
| JPH05310751A (ja) | 1992-05-06 | 1993-11-22 | Denki Kagaku Kogyo Kk | ハロゲン化アルコキシシランの製造方法 |
| JPH0790012A (ja) | 1993-09-27 | 1995-04-04 | Tonen Corp | プロピレン共重合体の製造方法 |
| JPH0797411A (ja) | 1993-09-28 | 1995-04-11 | Tonen Corp | プロピレンのブロック共重合体の製造方法 |
| JP3431971B2 (ja) | 1993-12-21 | 2003-07-28 | 三井化学株式会社 | オレフィン重合用電子供与体、これを含むオレフィン重合触媒 |
| JPH083215A (ja) * | 1994-04-22 | 1996-01-09 | Ube Ind Ltd | α−オレフィンの重合方法 |
| JPH08120021A (ja) * | 1994-05-24 | 1996-05-14 | Ube Ind Ltd | α−オレフィンの重合方法 |
| JPH08100019A (ja) | 1994-09-29 | 1996-04-16 | Mitsubishi Chem Corp | オレフィン重合用触媒 |
| JPH08143621A (ja) | 1994-11-22 | 1996-06-04 | Ube Ind Ltd | α−オレフィンの重合方法 |
| JP3443990B2 (ja) | 1994-11-22 | 2003-09-08 | 宇部興産株式会社 | α−オレフィンの重合方法 |
| JPH08157519A (ja) | 1994-12-01 | 1996-06-18 | Mitsubishi Chem Corp | オレフィン重合用触媒 |
| JPH08217841A (ja) | 1995-02-14 | 1996-08-27 | Ube Ind Ltd | プロピレンブロック共重合体の製造方法 |
| JPH08231663A (ja) | 1995-02-28 | 1996-09-10 | Ube Ind Ltd | プロピレンブロック共重合体の製造方法 |
| JP3841855B2 (ja) * | 1995-05-11 | 2006-11-08 | 昭和電工株式会社 | プロピレン−α−オレフィンランダム共重合体およびその製造方法 |
| JPH0940714A (ja) * | 1995-07-28 | 1997-02-10 | Ube Ind Ltd | アミノアルコキシシラン |
| JPH0959312A (ja) * | 1995-08-25 | 1997-03-04 | Ube Ind Ltd | プロピレン共重合体の製造方法 |
| JPH10292008A (ja) * | 1997-04-21 | 1998-11-04 | Grand Polymer:Kk | α−オレフィンの重合方法 |
| JPH1160582A (ja) * | 1997-08-25 | 1999-03-02 | Grand Polymer:Kk | アミノシラン化合物 |
| JP3946380B2 (ja) | 1998-05-21 | 2007-07-18 | 三井化学株式会社 | α−オレフィンの重合方法 |
| JP2000063417A (ja) * | 1998-06-08 | 2000-02-29 | Grand Polymer:Kk | α−オレフィンの重合方法 |
| PT1061088E (pt) | 1998-12-25 | 2004-11-30 | Toho Titanium Co Ltd | Componente solido de catalisador e catalisador para polimerizacao de propileno |
-
2003
- 2003-08-19 AU AU2003257555A patent/AU2003257555A1/en not_active Abandoned
- 2003-08-19 JP JP2005502032A patent/JP3786138B2/ja not_active Expired - Lifetime
- 2003-08-19 CN CNB038197294A patent/CN100427513C/zh not_active Expired - Lifetime
- 2003-08-19 EP EP15003271.2A patent/EP3020738B1/de not_active Expired - Lifetime
- 2003-08-19 US US10/503,414 patent/US7238758B2/en not_active Expired - Lifetime
- 2003-08-19 BR BRPI0313639A patent/BRPI0313639B1/pt active IP Right Grant
- 2003-08-19 WO PCT/JP2003/010446 patent/WO2004016662A1/ja not_active Ceased
- 2003-08-19 KR KR1020057001880A patent/KR101030711B1/ko not_active Expired - Fee Related
- 2003-08-19 EP EP03788140.6A patent/EP1538167B1/de not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| KR101030711B1 (ko) | 2011-04-26 |
| EP3020738A3 (de) | 2016-07-20 |
| US20050202958A1 (en) | 2005-09-15 |
| US7238758B2 (en) | 2007-07-03 |
| BR0313639A (pt) | 2005-06-21 |
| AU2003257555A1 (en) | 2004-03-03 |
| WO2004016662A1 (ja) | 2004-02-26 |
| EP3020738A9 (de) | 2017-03-15 |
| JP3786138B2 (ja) | 2006-06-14 |
| JPWO2004016662A1 (ja) | 2005-12-02 |
| CN100427513C (zh) | 2008-10-22 |
| EP3020738B1 (de) | 2018-03-21 |
| KR20050055693A (ko) | 2005-06-13 |
| EP1538167A1 (de) | 2005-06-08 |
| CN1675255A (zh) | 2005-09-28 |
| EP3020738A2 (de) | 2016-05-18 |
| EP1538167B1 (de) | 2015-11-18 |
| EP1538167A4 (de) | 2006-03-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| BRPI0313639B1 (pt) | constituinte de catalisador, seu catalisador para polimerização ou copolimerização de alfa-olefina, método para polimerizar alfa-olefina, e método para produzir copolímeros em blocos ou aleatórios da alfa-olefina | |
| KR100318639B1 (ko) | 프로필렌중합체블렌드,그제조방법및폴리프로필렌수지조성물 | |
| EP0841348B1 (de) | Verfahren zur Polymerisation von Olefinen, nach diesem Verfahren hergestellte Poly-Alpha-Olefine und für dieses Verfahren als Katalysatorkomponente verwendbare Aminosilan-Verbindungen | |
| JP2005510591A (ja) | プロピレンの多孔性ポリマー | |
| CN101809043B (zh) | 包括预聚合步骤的制备高度透明的聚丙烯的方法 | |
| JP3946380B2 (ja) | α−オレフィンの重合方法 | |
| JP2005139282A (ja) | プロピレン・エチレンブロック共重合体 | |
| JP4932654B2 (ja) | 飲料ボトル用キャップ | |
| US6376628B1 (en) | Process for polymerization of alpha-olefin and alpha-olefin polymer | |
| JPH10292008A (ja) | α−オレフィンの重合方法 | |
| JP3752090B2 (ja) | ポリプロピレンの製造方法 | |
| JP2000186110A (ja) | エチレン共重合体の製造方法 | |
| JP4358356B2 (ja) | α−オレフィンの重合方法及びそれによって製造されるα−オレフィン重合体 | |
| JP2001106717A (ja) | α−オレフィンの重合方法及びそれによって製造されるα−オレフィン重合体 | |
| JP2000063419A (ja) | プロピレン系ランダム共重合体及びその製法 | |
| JP2004315742A (ja) | α−オレフィンの重合又は共重合用触媒、その触媒成分及びα−オレフィンの重合体又は共重合体の製造方法 | |
| JP2006131915A (ja) | α−オレフィン重合体 | |
| JP3540578B2 (ja) | α−オレフィンの重合方法 | |
| JP3697011B2 (ja) | プロピレン重合体 | |
| JPH11147906A (ja) | α−オレフィンの重合方法 | |
| JPH11263805A (ja) | プロピレンブロック共重合体の製造方法 | |
| CN119161511A (zh) | 一种烯烃聚合用固体催化剂 | |
| CN120209180A (zh) | 内给电子体、固体催化剂组分、聚合催化剂及其应用 | |
| JPH11349620A (ja) | α−オレフィンの重合方法 | |
| JP2001247617A (ja) | α−オレフィンの重合方法及びそれによって製造されるα−オレフィン重合体 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B25A | Requested transfer of rights approved |
Owner name: TOHO TITANIUM CO., LTD. (JP) Free format text: TRANSFERIDO DE: UBE INDUSTRIES, LTD. |
|
| B07A | Application suspended after technical examination (opinion) [chapter 7.1 patent gazette] | ||
| B09A | Decision: intention to grant [chapter 9.1 patent gazette] | ||
| B09X | Republication of the decision to grant [chapter 9.1.3 patent gazette] | ||
| B09W | Correction of the decision to grant [chapter 9.1.4 patent gazette] |
Free format text: RETIFICACAO DO ITEM 9.1.3 PUBLICADO NA RPI 2210DE 14/-4/2013, POR TER SIDO EFETUADO COM INCORRECAO NO TITULO. |
|
| B16A | Patent or certificate of addition of invention granted [chapter 16.1 patent gazette] |
Free format text: PRAZO DE VALIDADE: 10 (DEZ) ANOS CONTADOS A PARTIR DE 15/03/2016, OBSERVADAS AS CONDICOES LEGAIS. |